BAY 58-2667 hydrochloride

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BAY 58-2667 hydrochloride manufacturers

BAY 58-2667 hydrochloride Basic information
Product Name:BAY 58-2667 hydrochloride
Synonyms:Cinaciguat (hydrochloride);Cinaciguat HCl;4-[[(4-Carboxybutyl)[2-[2-[[4-(2-phenylethyl)phenyl]methoxy]phenyl]ethyl]amino]methyl]benzoic acid hydrochloride;BAY 58-2667 hydrochloride - Cinaciguat hydrochloride;Cinaciguat hydrochloride >=98% (HPLC)
CAS:646995-35-9
MF:C36H40ClNO5
MW:602.17
EINECS:
Product Categories:API
Mol File:646995-35-9.mol
BAY 58-2667 hydrochloride Structure
BAY 58-2667 hydrochloride Chemical Properties
storage temp. -20°C
solubility DMSO:66.74(Max Conc. mg/mL);110.83(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);0.83(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);49.82(Max Conc. mM)
Ethanol:5.0(Max Conc. mg/mL);8.3(Max Conc. mM)
form powder
color white to beige
InChIKeyLLHMBJOVHATVSP-UHFFFAOYSA-N
SMILESOC(C(C=C1)=CC=C1CN(CCCCC(O)=O)CCC2=CC=CC=C2OCC3=CC=C(CCC4=CC=CC=C4)C=C3)=O.[H]Cl
Safety Information
WGK Germany WGK 3
Storage Class11 - Combustible Solids
MSDS Information
BAY 58-2667 hydrochloride Usage And Synthesis
UsesCinaciguat hydrochloride is a potent soluble guanylate cyclase (GC) activator with EC50 of 15 nM in platelets.
Biochem/physiol ActionsCinaciguat activates sGC (soluble guanylate cyclase) independently of NO. Cinaciguat binds to sGC′s NO-sensory H-NOX domain when it is heme-depleted. Also, the compound Cinaciguat protects sGC from oxidation-induced ubiquitin-triggered degradation.
in vivo

Administration of Cinaciguat decreased BP and increased HR in both apo-sGC mice and WT mice. In fact, the BP-lowering effect of Cinaciguat in apo-sGC mice is significantly greater and longer lasting than in WT mice. In addition, Cinaciguat decreased BP in apo-sGC mice at concentrations that did not affect BP in WT mice. Furthermore, the IC50 values for Cinaciguat-induced ex vivorelaxation of precontracted aortas are threefold lower in apo-sGC mice than in WT mice (IC50=0.2 nM and 0.7 nM, respectively). Together, our results suggest that sGC activators like Cinaciguat but not sGC stimulators like BAY 41-2272 activate apo-sGC. In addition, the observation that Cinaciguat can modulate vasorelaxation and BP in WT mice suggests that even in healthy mice, a subset of the available sGC pool is haem-free and responsive to sGC activators[2].

storageStore at -20°C
References[1] Roy B, et al. Probing the presence of the ligand-binding haem in cellular nitric oxide receptors. Br J Pharmacol. 2008 Apr;153(7):1495-504. DOI:10.1038/sj.bjp.0707687
[2] Thoonen R, et al. Cardiovascular and pharmacological implications of haem-deficient NO-unresponsive soluble guanylate cyclase knock-in mice. Nat Commun. 2015 Oct 7;6:8482. DOI:10.1038/ncomms9482
BAY 58-2667 hydrochloride Preparation Products And Raw materials
Tag:BAY 58-2667 hydrochloride(646995-35-9) Related Product Information
4-Ethoxy-3-pyrrolidin-1-ylmethyl-benzoic acidhydrochloride 4-[N-(4-Carboxybutyl)-N-[2-[2-[4-(2-phenylethyl)benzyloxy]phenyl]ethyl]aMinoMethyl]benzoic acid BAY 58-2667 hydrochloride 4-Methoxy-3-piperidin-1-ylmethyl-benzoic acidhydrochloride 3-(Benzylamino)-4-[4-(benzyloxy)phenyl]butanoic Acid Nicorandil